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Vacation Home Rentals

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Find Your Home-Away-from-Home in Kissimmee

With the largest collection of vacation home rentals in the world, it’s easy to see why Kissimmee is the Vacation Home Capital of the World®. Take your pick of everything from condos, pool homes, high-value villas, and single-family abodes to 12-bedroom mansions, perfect for reunions or friends sharing a golf, shopping, or spa weekend. Plus, there are even pet-friendly vacation rentals, so that every member of the family can join in the fun. Enjoy all the comforts of home (with world-famous theme parks right in your backyard) at your Kissimmee, Florida vacation home rental.

Showing 24 of 125 Vacation Home Rentals in Kissimmee
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Deals Available
Relax in Luxurious Pool
Magic Village Yards
Deals Available
Luxury at its Finest
Jeeves Florida Rentals
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Global Resort Homes
Deals Available
Twilight
Reunion Vacation Homes
Fountains Entrance
Fountains Resort at ChampionsGate
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Vacation Villas Property Management
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RMG Orlando Villas
Winter Hideaway (#2648)
VACASA
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Southern Dream Vacation Rentals & Management, Inc.
Star Villa has a private arcade with all games set to free play.
SunKissed Villas Vacation Rental Homes
Experience Kissimmee Placeholder Image
Florida Scandinavian Vacation Homes and Management LLC
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PRV Vacations
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Magical Memories Villas
Experience Kissimmee Placeholder Image
Margaritaville Resort Orlando
Enjoy outdoor living at its finest!
Great American Vacations
All of our homes offer screened-in lanais with private pools, many with spas.
Vacation By The Mouse
Deals Available
Vacation in luxury in any of our signature series villas
Magical Vacation Homes
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Calypso Cay Resort Vacation Villas
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Sylvette Vacation Home
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Florida First Class Vacation Homes
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Palm Tree Vacation Homes
Polynesian Isles Resort
Deals Available
Fun for the Whole Family
Reunion Resort Vacation Home Rentals
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Home2U Vacation Rentals

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